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BEST LOCATION: Dave's Republic
FUNNIEST NPC: Dave
EASIEST MONEY GATHERING WAY: Stealing from a shopkeeper then selling him his own stuff
WEIRDEST MOMENT: Opened "The Box" in Paradise Falls and found a guy that looked like Tony Stark

BEST LOCATION:Tempenny's Tower. This was actually a great quest.
FUNNIEST NPC:They were all stupid so this is a hard question. I'd say Dave too I guess.
EASIEST MONEY GATHERING WAY:Looting EVERYTHING.
WEIRDEST MOMENT:Realizing that the ghouls you invited in Tempenny's Tower killed the residents. Bad consequences to a pacifist solution in a RPG are rare.

BEST LOCATION: Tarant.
FUNNIEST NPC: That prick elf at Stillwater. I liked him for being a prick.
EASIEST MONEY GATHERING WAY: Following shopkeeper in their room and wait for the following morning to sell them the stuff that you found in their chest through their door, until they run out of cash.
WEIRDEST MOMENT: The first time that my party jump through a window to exit a building instead of using the door.

BEST LOCATION: Rivet City (that place had a really cool atmosphere to it, also a ton of lost potential though.)
FUNNIEST NPC: Three Dog, when he finally shut his mouth after I filled it with buckshot.
EASIEST MONEY GATHERING WAY: Steal everything --> Sell everything.
WEIRDEST MOMENT: It must be when a bunch of robot parts just flew down from the sky, crushed robobrains and what not. And it was parts of several robots. I know its a bug but I still remember the wtf moment when I first saw it happen. Flying robot scrap just coming crashing down...

BEST LOCATION: Vault 108. Gary!
FUNNIEST NPC: Moira Brown.
EASIEST MONEY GATHERING WAY: Buy scrap metal for 1 cap from Moira Brown and give it to the Megaton water plant guy for 10 caps, 9 caps profit for each instantly.
WEIRDEST MOMENT: Finding a naughty nightwear in some locked safe and then someone named Lug-Nut will threaten me to give him that piece of clothing.

Also note that what I said is only from my 3 days of gaming but wtf why dod I find Tony Stark in an un radiation capsule?
"Whoa, what kind of loot will it be in this looked capsule? (Saw Tony) Whoa, it's my new dream guy!'
"Get away, if they see me with you, I'm dead!l Was he talking 'bout the papparazzi?

BEST LOCATION: Tarant.
FUNNIEST NPC: That prick elf at Stillwater. I liked him for being a prick.
EASIEST MONEY GATHERING WAY: Following shopkeeper in their room and wait for the following morning to sell them the stuff that you found in their chest through their door, until they run out of cash.
WEIRDEST MOMENT: The first time that my party jump through a window to exit a building instead of using the door.

You. I like you. For as crap as the combat was, and how blatantly better magic was (dear god being a tech player is boring when you have to slog your way all across the game world), Tarant is probably hands down my favorite (and probably most unique) game location of all time.

BEST LOCATION:There were a few good ones I saw already in this thread so I'll give a lesser known one that I like: The Red Racer factory.
FUNNIEST NPC: I will have to go with Dukov on this one.
EASIEST MONEY GATHERING WAY: Complete a quest, sell all the equipment you've 'liberated'.
WEIRDEST MOMENT: Meeting Sudden-Death Overtime.

Best Location: Dunwhich Building, this place just had that unsettling vibe that I felt worked better in an enclosed space rather than the huge open world map.
Funniest Character: Errrr, Fallout doesn't really have any funny characters. But I'll prob go with either the Dad just due to how much of a terrible father he is, or Harold cause pessimistic old trees are the future of mankind.
Easiest Money Gathering Way: Just looting and selling shit. I never really cared for caps in F3.
Weirdest Moment: Possibly when I loaded a save file and saw an Enclave member crucified in the sky.